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Indole-2-carboxaldehyde → 3-(1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Indole-2-carboxaldehyde | HCID 96389 | — |
| 反応物 | 2-Oxindole-5-carboxylic acid | HCID 2773318 | — |
| 触媒 | Piperidine | HCID 8082 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-(1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid | HCID 54090370 | 40% |
反応手順
A mixture of 5-carboxy-2-oxindole (88.5 mg), indole-2-carbaldehyde (87 mg) (prepared according to Synthetic Communications, 1993, 23, 3109) and piperidine (1 drop) in ethanol (3 mL) was held in a sealed tube at 95° C. for 4 hours. The mixture was cooled to room temperature. The solid was filtered and acidified with 2N hydrochloric acid. The resulting solid was collected by vacuum filtration, washed with cold ethanol and dried in vacuum oven to give 60 mg (40% yield) of 3-(1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid as a mustard-colored solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06855730B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-357e9239ad554dfba41aa9ad2f1e3a97 |
| 出典メモ | uspto-grants-2005_02 |